Palladium-Catalyzed Unactivated C(sp(3))-H Bond Activation and intramolecular Amination of Carboxamides: A New Approach to beta-Lactams
Sun, Wen-Wu1,2; Cao, Pei1; Mei, Ren-Qiang1; Li, Yue1; Ma, Yuan-Liang1; Wu, Bin1
通讯作者Wu,B (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China. ; wubin@mail.kib.ac.cn
2014-01-17
发表期刊ORGANIC LETTERS
ISSN1523-7060
卷号16期号:2页码:480-483
摘要An efficient method to synthesize the beta-lactams with high regioselectivity via Pd-catalyzed C(sp(3))-H bond activation and intramolecular arnination of simple and readily available aminoquinoline carboxamides was demonstrated. C6F5I plays a significant role in the formation of the C-N bond of the four-membered ring beta-lactams. High yield along with wide substrate scope and functional group tolerance makes this reaction applicable to build natural-product-derived beta-lactams. This method has been applied to the efficient synthesis of the beta-lactamase inhibitor MK-8712.
关键词C-h Activation Carbon-hydrogen Bonds Side-chain Sar Acid Derivatives Directing Group Arylation Functionalization Inhibitors Gamma Construction
学科领域Chemistry, Organic
DOI10.1021/ol403364k
收录类别SCI ; IC ; CCR
语种英语
WOS记录号WOS:000330098400040
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/17931
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
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GB/T 7714
Sun, Wen-Wu,Cao, Pei,Mei, Ren-Qiang,et al. Palladium-Catalyzed Unactivated C(sp(3))-H Bond Activation and intramolecular Amination of Carboxamides: A New Approach to beta-Lactams[J]. ORGANIC LETTERS,2014,16(2):480-483.
APA Sun, Wen-Wu,Cao, Pei,Mei, Ren-Qiang,Li, Yue,Ma, Yuan-Liang,&Wu, Bin.(2014).Palladium-Catalyzed Unactivated C(sp(3))-H Bond Activation and intramolecular Amination of Carboxamides: A New Approach to beta-Lactams.ORGANIC LETTERS,16(2),480-483.
MLA Sun, Wen-Wu,et al."Palladium-Catalyzed Unactivated C(sp(3))-H Bond Activation and intramolecular Amination of Carboxamides: A New Approach to beta-Lactams".ORGANIC LETTERS 16.2(2014):480-483.
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